Refine Search
Map
Sort by
$274,999
2 Beds ⋅ 3 Baths ⋅ VAWI2010946 MLS
Beautifully remodeled 2-bedroom, 2.5-bath townhouse that's ready for you to move right in! This home features a stunning updated kitchen with granite countertops and stainless steel appliances, along with modern finishes throughout. Major improvements include a new roof and heat pump installed in 2023, providing added comfort and peace of mind. Spacious living areas, updated bathrooms, and low-maintenance townhouse living make this property an excellent choice for first-time buyers, downsizers, or anyone looking for a move-in-ready home. Conveniently located near Old Town Winchester's shopping, dining, and commuter routes. Don't miss your opportunity to make this beautiful home yours! 🏡✨

206 Kimberly Way, Winchester
$399,999
4 Beds ⋅ 4 Baths ⋅ VAFV2042514 MLS
| Summer 2026 Delivery Available St. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck 🔥 Beautiful wooded homesites available! Offering up to 2,000 sq. ft. of modern, open-concept living ✨ Home Highlights 🍽 Open-concept main level – perfect for entertaining 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring 🛌 Upper Level Retreat 🚿 Deluxe Silver primary bath with rain shower 👕 Spacious walk-in closet 🧺 Bedroom-level laundry 🛏 Two additional bedrooms + full bath 🎬 Finished Lower Level 🛏 4th bedroom 🛁 Full bathroom 💼 Ideal for guests, home office, gym, or media room 🌟 Additional Features 🌳 Townhome landscaping package 🔌 Deako smart light switches (smart home features) 🌅 Larger composite deck 🏦 Special financing programs available 💰 Builder incentives available with preferred lender 📅 Summer 2026 Delivery Available 📲 Contact listing agent for pricing & current incentives 📸 Photos are representative

118 Nepal Ct, Winchester
$378,260
3 Beds ⋅ 3 Baths ⋅ VAFV2042512 MLS
🏡 Summer 2026 Delivery Available ✨ St. Paul Townhome TBB | 3 BR | 2.5 BA | 🚗 1-Car Garage | Finished Lower Level 🔥 Beautiful wooded homesites available! Offering up to 2,000 sq. ft. of modern, open-concept living designed for today's lifestyle. ✨ Home Highlights 🍽 Open-concept main level — perfect for entertaining family and friends 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring throughout the main level 🌅 Optional deck available for outdoor living 🛌 Upper Level Retreat 🚿 Deluxe Silver primary bath with spa-inspired rain shower 👕 Spacious walk-in closet 🧺 Convenient bedroom-level laundry 🛏 Two additional bedrooms and a full bath 🎬 Finished Lower Level 🛁 Finished recreation room with full bathroom 🛏 Beautiful 12" x 24" tile in all full bathrooms and laundry room 💼 Perfect space for guests, a home office, gym, media room, or playroom 🌟 Additional Features 🌳 Professionally designed townhome landscaping package 🔌 Deako smart light switches and smart home features 🏡 Energy-efficient construction and modern finishes throughout 🏦 Special financing programs available 💰 Builder incentives available with preferred lender 📅 Summer 2026 Delivery Available 📲 Contact Jimmy Thomas for current pricing, available homesites, and incentives. 📸 Photos are representative and may show optional features.

118 Shuoner Ct, Winchester
$369,990
4 Beds ⋅ 4 Baths ⋅ VAFV2042510 MLS
🏡 110 SHUONER Ct – Model Home | We Have spec homes Summer 2026 Delivery Available St. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck 🔥 Beautiful wooded homesites available! Offering up to 2,000 sq. ft. of modern, open-concept living — customize your home the way you like, or keep everything as-is at this price, including a 4th bedroom. ✨ Home Highlights 🍽 Open-concept main level – perfect for entertaining 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring 🛌 Upper Level Retreat 🚿 Deluxe Silver primary bath with rain shower 👕 Spacious walk-in closet 🧺 Bedroom-level laundry 🛏 Two additional bedrooms + full bath 🎬 Finished Lower Level 🛏 4th bedroom 🛁 Full bathroom 💼 Ideal for guests, home office, gym, or media room 🌟 Additional Features 🌳 Townhome landscaping package 🔌 Deako smart light switches (smart home features) 🌅 Larger composite deck 🏦 Special financing programs available 💰 Builder incentives available with preferred lender 📅 Summer 2026 Delivery Available 📲 Contact listing agent for pricing & current incentives 📸 Photos are representative

HOMESITE 44 Shuoner Ct, Winchester
$195,000
VAFV2042462 MLS
Build Your Ultimate Private Sanctuary on Hoover Mountain Retreat!Escape the noise and embrace the serene beauty of the Virginia countryside on this magnificent 17.8-acre wooded lot in Northern Frederick County. Boasting an ideal blend of flat clearing areas and scenic rolling hills, this expansive parcel gives you total creative freedom to build your custom estate completely hidden from the outside world.Enjoy ultimate autonomy with no HOA rules or restrictive covenants—bring your hobbies, build your workshops, and live life at your own pace. Prep work is already underway with an approved perk and completed design for a 3-bedroom alternative septic system, heavily fast-tracking your building timeline. Best of all, you can enjoy a secluded, quiet country lifestyle while remaining just minutes from the essential services of downtown Winchester and the Winchester Medical Center. Don't wait—schedule your private tour of Lot 5 Snake Drive today!

Lot 5 Snake, Winchester
$824,900
6 Beds ⋅ 5 Baths ⋅ VAFV2042440 MLS
PRICED BELOW RECENT APPRAISAL>> Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the two-story family room includes built-in shelves, an electric fireplace, and solar-powered remote blinds for easy light control. The updated kitchen impresses with quartz countertops, a new tile backsplash, custom cabinetry, a Butler’s pantry, and a cozy breakfast nook that opens to a covered patio—perfect for outdoor entertaining. The spacious primary bedroom boasts a newly remodeled en-suite bathroom that will make you swoon. A second bedroom upstairs offers another en-suite bath, while the third and forth share a Jack-n-Jill bath, providing flexibility and privacy for both family and guests. The main-level bedroom is also situated next to a full bath for added convenience. The finished lower level offers a large recreation room, a bedroom, bonus rooms, a full bath, and a soundproof media room with a Bose home theater system for entertainment. Outside, enjoy a new architectural shingle roof with copper granules, updated gutters, well-maintained landscaping with outdoor lighting, a spacious composite deck, and irrigated garden beds. Storage is plentiful with a three-car garage and two sheds—one set up as a workshop with electricity, a window air conditioning unit, work benches, and slatwalls. The snow blower, alarm system, Starlink equipment, and more convey!! Sellers are also offering $3,500 toward closing costs! This beautiful home on acreage offers a rare combination of space, updates, and location. Schedule your showing today!!!

161 Skylar Lanes Way, Winchester
$3,100,000
VAFV2042482 MLS
Two 7800 SF metal buildings on 4.4 AC B3 land. 2 AC are Fenced in with a lockable gate. Currently used as auto repair shop with 3 lifts. Lifts and other auto related equipment are available separately from the real estate. Call broker for details and or tour.

186 Wincrest Dr, Winchester
$699,999
4 Beds ⋅ 2 Baths ⋅ VAFV2042230 MLS
Situated on a beautiful tract of land with scenic views in every season, this charming farmhouse offers the space, tranquility, and rural lifestyle that buyers dream about. The home features 4 bedrooms and 1 full bath on the upper level, plus a convenient half bath on the main floor. A walk-out basement includes a traditional root cellar, adding character and functionality. Recent improvements include fully renovated bathrooms, a new sediment filtration system, a spring pump less than one year old with warranty coverage, and an HVAC system and air handler that are less than two years old. Outside, the property truly shines. Multiple outbuildings provide exceptional flexibility for farming, hobbies, storage, or livestock, including a bank barn, two sheds, an equipment port, chicken coop, milk house, and a historic brick smokehouse. Whether you're looking for a homestead, hobby farm, recreational retreat, or simply room to roam, this property offers endless possibilities. Enjoy the beauty of the surrounding area while remaining conveniently located near Winchester's Historic Walking Mall, Jim Barnett Park, and outdoor destinations throughout the Shenandoah Valley. Charles Town, Berkeley Springs, Harpers Ferry, and the northern entrance to Shenandoah National Park are all within easy reach. If you've been searching for privacy, acreage, breathtaking views, and a property with authentic rural character, this is an opportunity you won't want to miss.

3105 Apple Pie Ridge Rd, Winchester
$627,102
5 Beds ⋅ 4 Baths ⋅ VAFV2042412 MLS
Price Drop. Come check this home out. The listing remarks below come directly from the Seller's. This home is a true gem. Hello! Human here! I just want to touch base with you on this thoughtfully designed home for sale in the renowned Oakdale Crossing subdivision. This smaller subdivision has a lot of homes with styles that are unique in the market. And this home has a nice balance of spacious casual function and real formal rooms that brings the space to life with its 5 BR, 3.5 BA configuration. The owners of the last 17 years have really maintained this place. The beautiful oak wood floors are gleaming with pride throughout the first floor. Granite countertops in the kitchen and first floor powder room give it pop! The formal living room has a fireplace and cathedral ceiling to add beautiful dimension, and the formal dining room has a stateliness about it. Sure, tastes are subjective and may not always be your ambience, but the rooms are large, solid and useful, and you can plainly envision the positives to fit your lifestyle. The kitchen is big enough and shining with stainless steel appliances, double built-in ovens, an awesome kitchen island with a Jenn-Air stove top all complimented by warm cherry cabinets. Off to the side of the kitchen rests the spacious family room framed by another fireplace in the home. This room shines in the natural light of the afternoon sky with 9’ ceilings within this wide-open space. You can “Really Breathe” in these spaces as it beams in the daylight. Oh, and before I forget, a large office area with built-in shelves and desktop area for two computer spaces rounds out the appeal to the main floor. A definite must for the entrepreneur or remote worker. This home has you covered! Now the upstairs is great, too. All new carpet has been added to the 4 BR areas. The primary bedroom has a recently upgraded bathroom with a 5’ glass enclosed shower, two separate vanities on separate walls, a jet tub to soak in on those days when you “Just Over Did It”. All of the BRs are large and accommodating for your personal furnishings. And there’s tons of closet space that is so needed for those “I may wear this, use this, want this someday” to gently hide from sight. I mean, there’s a LOT to like about this floorplan. Of course, we also have a finished basement that goes on for miles! Okay, not miles, but it’s got the room for just about anything! Besides a large area for play, there’s an entertainment area with yet another fireplace to set the mood, a full bath with shower to use on those days when you can step in from the backyard after yard work to clean up, and a large 5th BR setup that you can use as such, or as an art/music room, or as the “ It’s great I can have my own exercise room so one less monthly subscription! Yay!” You can definitely let you imagination run wild in this basement. As far as the most important functions of the place, there’s new Anderson windows throughout the home. Dual HVAC/heat pumps have been upgraded within the last few years, as well as new architectural roof, water heater, and custom blinds in major areas. So, a lot of care has been taken to keep its stature. There’s so much to see here and so little space to tell you about it. It is perfect? No, of course not. But this place is solid and just needs a lovely occupant to lay roots and memories. So, come take a look!

295 Huntersridge Rd, Winchester
$425,000
5 Beds ⋅ 2 Baths ⋅ VAFV2042456 MLS
Welcome to 206 Dogwood Rd. Well maintained 5 Bedroom 2 Bath Cape Cod in a quiet neighborhood conveniently located a short distance from the downtown area. HVAC has just been installed..The house is on your own septic system. Sunroom with a laundry was added in 2007. An additional lot is included with this house.....Lot number #55-B-3-2-63 Lot 63 making the total area 1 acre. The Basement has some framing started to add extra living space with a wood stove already installed.

206 Dogwood Rd, Winchester
$139,800
VAFV2042390 MLS
Build your dream home on this beautiful 2.03-acre wooded parcel in a desirable Winchester location! Enjoy the perfect combination of privacy and convenience, with easy access to Valley Health, schools, shopping, and Route 37. The current owner has already completed much of the groundwork, making this property ready for your building plans. The lot features an approved 4-bedroom/8-person sewage disposal system construction permit, valid through August 11, 2027, with the option to renew for an additional 18 months. The approved driveway entrance is already installed, saving time and expense. Surrounded by mature trees, this property offers a peaceful setting with plenty of natural beauty while remaining just minutes from everyday amenities. Whether you're looking to build now or secure a future homesite, this parcel presents an excellent opportunity in a sought-after area of Winchester. Possible owner financing is available.

Wardensville Grade, Winchester
$369,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010932 MLS
🏡 **Excellent Opportunity in the Heart of Winchester!** Don't miss the chance to own a well-located home in one of Winchester's most convenient areas. Situated on a quiet street, this property offers easy access to shopping, dining, schools, parks, and major commuter routes—everything that matters is just minutes away. Featuring **3 bedrooms** plus **two additional versatile rooms**, this home provides the flexibility to fit your lifestyle. Whether you need a home office, guest room, gym, playroom, hobby space, or additional storage, the possibilities are endless. Schedule your showing today and discover the potential this Winchester home has to offer! 🏠✨

614 Sherlock Trce, Winchester
$349,900
3 Beds ⋅ 2 Baths ⋅ VAFV2042426 MLS
Welcome to this newly built (2026) ranch in Wilde Acres situated on .50-acre lot nestled among the trees Upon entry, enjoy the open living area and luxury Vinyl plank floor which make the space warm and comfortable. The galley kitchen offers ample counterspace and new stainless-steel appliances. The convenient main level. Upstairs there are three spacious bedrooms and a two full bath. Outside the level backyard and large deck provide a place for fun. The convenient driveway provides an easy entrance and exits for family and friends. Make an appointment to see this beautiful home today!

805 Pheasant Dr, Winchester
$524,000
4 Beds ⋅ 3 Baths ⋅ VAFV2042394 MLS
If you have been waiting to move into Red Fox Run there is no better opportunity than this 2360 SF Colonial priced to sell. This 4-bedroom, 2.5-bath home offers a functional floor plan, generous living spaces, a large fenced backyard, and a walk-out lower level with future expansion possibilities—all in an established neighborhood convenient to schools, shopping, and commuter routes. The main level features a bright living room, formal dining room, spacious eat-in kitchen with abundant cabinetry and storage, stainless steel appliances, and a comfortable family room with a gas fireplace. Updated tile flooring, hardwood floors, and plentiful natural light create a warm and inviting atmosphere throughout the main level. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with private bath, two walk-in closets, a soaking tub and separate shower. Step outside from the breakfast area onto a large deck with steps down to the level, fenced backyard—perfect for entertaining, gardening, pets, or play. A storage shed provides additional space for tools and outdoor equipment. The walk-out lower level offers exciting possibilities for future expansion. Previously framed to accommodate an additional bedroom and featuring a rough-in for a full bath, the basement presents an opportunity for added living space, multigenerational living, guest accommodations, or potential rental flexibility. Buyers should perform their own due diligence regarding permitting and future improvements. With strong bones, an excellent location, and room to personalize, this home offers a rare opportunity to build equity while creating a space tailored to your style and needs.

116 Mcclure Way, Winchester
$349,000
3 Beds ⋅ 3 Baths ⋅ VAFV2041960 MLS
NEW PRICE! COME TO THE COUNTRY! WELCOME TO THE GOOD LIFE IN THIS RUSTIC MOUNTAIN-LAKE COMMUNITY WITH A BEACH. A short drive to downtown, Winchester Medical Center, restaurants, shopping and services. Lovely and affordable split foyer with 3 bedrooms, 3 full baths, a finished basement and a 2-car garage. Open floor plan. Large living room with vaulted ceiling. Kitchen with breakfast bar, newer stainless steel appliances and a dining area. Hardwood floors in living room, kitchen, hall and stairs. Tile floors in the bathrooms. Carpeted bedrooms and family room. Ceiling fans in the living and family rooms and the bedrooms. The 12x17 deck off the kitchen overlooks the back yard and is great for grilling and entertaining. Plenty of ways to enjoy the great outdoors in this community - private beach, fishing, lakes and ponds, playgrounds, hiking trails and scenic mountain views. Taxes include Sanitary District fee for road and common area maintenance, snow removal. Septic is an alternative system for 2 bedrooms/4 person maximum, according Health Department records. Washer and dryer do not convey.

112 Cornstalk Trl, Winchester
$450,000
VAWI2010930 MLS
Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods. THIS HOME IS ALSO AVAILABLE FOR RENT!

703 S Loudoun St, Winchester
$363,900
4 Beds ⋅ 3 Baths ⋅ VAWI2010926 MLS
Enchanting Cape Cod in an ideal in‑town location, this home has a welcoming ease to it, offering 3–4 bedrooms and 2.5 bathrooms with a layout that adapts beautifully to everyday living. The main level includes two convenient bedrooms, a comfortable, light‑filled living room, a separate dining area, and a renovated kitchen featuring new cabinets and stainless‑steel appliances. In 2021, the home received a thoughtful refresh: new vinyl plank flooring throughout, renovated bathrooms, new light fixtures, new receptacles/switches/covers, a new roof, and more—paired with updated plumbing for added peace of mind. Upstairs, you’ll find two additional rooms and a bathroom, including a potential fourth bedroom or bonus room ideal for an office or extra space. With over 2,000 sq ft of finished living space, the home also includes a finished basement with a full bath and a door leading directly to the backyard, offering room to expand, unwind, or create a second living area. Outside you will find a spacious deck and fully fenced backyard with privacy fencing creating a comfortable outdoor retreat—perfect for relaxed evenings, weekend grilling, and easy gatherings. All of this in a downtown Winchester location, close to shopping, restaurants, and everyday conveniences. For anyone searching for a place that simply feels right the moment you arrive—a reminder that home isn’t just a place, it’s a feeling—this enchanting Cape Cod captures it. Schedule your tour today!

621 Patterson Ave, Winchester
$359,900
3 Beds ⋅ 2 Baths ⋅ VAWI2010900 MLS
Welcome to Gray Avenue! This beautifully updated 3-bedroom, 2-bath home offers over 1,700 square feet of stylish living space, blending timeless charm with modern finishes throughout. Rich hardwood floors flow throughout the home, creating warmth and character from the moment you step inside. The sun-filled living room feels bright and inviting, highlighted by a custom light fixture and a seamless connection to the formal dining area—perfect for hosting friends and family. The kitchen is a standout feature, boasting granite countertops, stainless steel appliances, white cabinetry, and designer-inspired finishes that make both cooking and entertaining a pleasure. Each bedroom is generously sized with ample closet space, while the thoughtful layout provides comfort and functionality throughout. Outside, a private cement parking pad adds everyday convenience. Packed with charm, natural light, and updates you'll love, Gray Avenue is the perfect place to call home.

601 Gray Ave, Winchester
$750,000
3 Beds ⋅ 3 Baths ⋅ VAFV2042378 MLS
Tucked away on over 3 private acres in the scenic countryside of Frederick County, this newly completed modern farmhouse offers peaceful country living with the convenience of nearby Winchester amenities and major commuter routes. Custom built by Water Creek Homes, the home showcases quality craftsmanship, elevated finishes, and carefully curated details throughout. Designed to stand apart from mass produced construction, every selection was intentionally chosen to create a home that is both stylish and functional, offering comfort, durability, and timeless appeal. Thoughtfully designed for effortless main level living, the home features soaring ceilings, warm finishes, and inviting entertaining spaces filled with natural light. The spacious living room is lined with windows that create an open and airy atmosphere, while the stunning electric fireplace serves as a beautiful focal point. Wide, light wood, luxury vinyl plank flooring flows seamlessly throughout the main living areas, adding warmth and modern elegance. The chef-inspired kitchen perfectly blends style and functionality with striking two tone cabinetry, featuring crisp white perimeter cabinets paired with a bold black center island. The oversized island provides abundant prep space and seating, making it ideal for entertaining, casual dining, or gathering with loved ones. Stainless steel appliances, quality finishes, and a large walk in pantry complete the space. The main level also offers three generously sized bedrooms and two full bathrooms. The luxurious primary suite features a spa inspired bathroom and an expansive walk in closet. On the lower level, a spacious finished rec room offers flexible additional living space. Additional highlights include a spacious two car garage and a charming covered front porch, perfect for enjoying peaceful mornings and quiet evenings surrounded by nature. Outside, the 3+ acre homesite offers endless opportunities to enjoy the outdoors and embrace the freedom of no HOA living. Whether relaxing in the privacy of your own property, entertaining guests, or simply taking in the tranquil surroundings, this home delivers the peaceful and connected lifestyle so many buyers are searching for. Additional features include premium utilities, a builder provided 1-2-10 warranty, and true move in ready convenience. If you have been searching for spacious one level living, privacy, quality craftsmanship, and modern farmhouse charm in one exceptional property, your search ends here. **PREFERRED LENDER INCENTIVE AVAILABLE** CONTACT WATERCREEK TO FIND OUT MORE**

230 Tranquil Wood Ln, Winchester
$94,999
VAFV2042408 MLS
Great location on busy N. Frederick Pike with good road frontage, Zoned B-2, down from Sunnyside and Martin's Shopping Center, minutes from VA Bypass 37 & Winchester Medical Center. Site is ideal for any retail or services business.

1184 N Frederick, Winchester
$559,900
2 Beds ⋅ 3 Baths ⋅ VAWI2010920 MLS ⋅ The Fort BLDG.
Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural details, and abundant natural light. The gourmet kitchen is equipped with stainless steel appliances, gas cooking, granite countertops, and a spacious island perfect for entertaining. A cozy library with fireplace, elegant living spaces, and a convenient main-level powder room add to the home's charm and functionality. Upstairs, the spacious primary suite offers a spa-inspired custom shower, and double vanity. A generous second bedroom and full bath with soaking tub provide comfort for guests or family. Additional highlights include a covered porch, dedicated parking space, detached private garage, and beautifully maintained common grounds. Originally the site of Fort Loudoun and later a historic girls' school dating to the 1830s, The Fort offers a truly unique living experience steeped in local history. Enjoy walkable access to Winchester's finest restaurants, shops, breweries, museums, and local attractions while residing in one of the city's most iconic addresses.

411 N Loudoun St Unit #105, Winchester
$524,900
4 Beds ⋅ 3 Baths ⋅ VAFV2042124 MLS
Welcome to 105 Travis Court, a spacious and beautifully maintained colonial situated on a desirable corner lot just outside Winchester city limits. This inviting 4-bedroom, 2.5-bath home offers over 2,300 finished square feet, plus a large unfinished walkout basement with excellent potential for future living space, a recreation room, home gym, workshop, or additional storage. The main level features beautiful hardwood flooring, a formal living room, formal dining room, and a comfortable family room with a cozy gas fireplace. The kitchen opens to the family room and breakfast area, creating a warm and functional space for everyday living and entertaining. Newer appliances, attractive cabinetry, generous counter space, and easy access to the covered porch make this area the heart of the home. Upstairs, the spacious primary suite includes a private bath, while three additional bedrooms and a full hall bath provide plenty of room for family, guests, or a home office. The unfinished walkout basement features large windows and French doors leading to the rear patio, offering natural light and endless possibilities for expansion. Additional highlights include a new roof installed in 2022, a two-car attached garage, a welcoming full front porch, a covered rear porch with ceiling fan, and a patio overlooking the yard. Conveniently located near shopping, dining, schools, and major commuter routes. Appointments only: One hour notice. Agents please leave Business Card

105 Travis Court, Winchester
$359,900
3 Beds ⋅ 3 Baths ⋅ VAFV2042374 MLS
New construction is underway on this 3-bedroom, 2.5-bath Colonial offering approximately 1,512 finished square feet, a 1-car garage, and a thoughtfully designed floor plan with quality finishes throughout. The main level features an open-concept layout with luxury vinyl plank flooring, a spacious family room, dining area, and a well-appointed kitchen with upgraded countertops and pantry. A convenient half bath completes the main level. Upstairs, the primary suite includes a walk-in closet and private bath with double vanity and walk-in shower. Two additional bedrooms, a full hall bath, and an upper-level laundry area provide comfort and convenience for everyday living. Outdoor features include a covered front porch and rear deck, providing additional space for relaxing or entertaining. Located in a community with HOA-maintained roads and low annual dues that include road maintenance, this home offers the opportunity to own a brand-new home in a peaceful setting just minutes from Winchester, Route 50, and major commuter routes. Construction is in progress, and buyers may have the opportunity to select certain finishes depending on the stage of construction. Photos are similar and provided for illustrative purposes only. Final layout, finishes, materials, and design may vary. Please note: This property is served by a 2-bedroom septic system.

813 Crow Dr, Winchester
$450,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010922 MLS
***4.25% INTEREST RATE AVAILABLE*** Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods. THIS HOME IS ALSO AVAILABLE FOR RENT!

703 S Loudoun St, Winchester
$3,250,000
VAWI2010918 MLS
Here is the opportunity to own a piece of history! The hottest spot in Winchester/Frederick County. The 20,386+/- SF building started out as a furniture warehouse that served the area for many years. In 2005 it was converted to a Restaurant that is now the most popular dining and entertainment destination in the area. In addition to the famous “pub” area, the restaurant includes a more formal dining area with a piano bar, tons of outdoor seating, Banquet and events area on upper level, outdoor covered desk/bar and the most popular feature, “The Jam Rock Boat.” That’s right, an actual boat was hauled in and permanently installed to provide an area for bands to use as a stage. This is a major draw on Friday and Saturday nights when the best local bands entertain the crowds. Just steps from the Old Town Walking Mall and adjacent to the historic Wyndham/George Washington Hotel. Well-established turn-key business that includes all fixtures, equipment, and real estate. Owner wants to retire but will assist with transition after purchase. Seasoned, well-trained managers and staff will stay. Winchester is seeing incredible growth. This is an opportunity to ride the expansion which will be seen in the coming years. CPA prepared financials available to qualified buyers. Non-disclosure Agreement required. Owner financing available with acceptable down payment.

125 E Piccadilly St, Winchester
$320,000
3 Beds ⋅ 1 Baths ⋅ VAWI2010886 MLS
Adorable Cape Cod in the heart of Winchester! Beautifully appointed with hardwood floors, signature arched doorways from that era adding tons of charm to this lovely home. Two main floor bedrooms, renovated and updated bath, living room with gas fireplace and brick surround, kitchen with brand new gas range, expanded space perfect for dining and entertaining with doors to the front and rear yards. Upper level is open for a bedroom or recreation room, tons of storage on either side of the room. Lower level with a workshop, built in corner cupboards, laundry, back room with shelving, separate lower level space with walkout to the front yard and driveway. The rear yard is HUGE! Fully fenced with two large storage sheds, covered back patio perfect for entertaining and all anchored by a gorgeous old Magnolia tree. New main roof in 2022, Roof on addition replaced in 2025, new water heater in 2025.

528 Battle Ave, Winchester
$389,900
3 Beds ⋅ 3 Baths ⋅ VAFV2042220 MLS
Welcome to 527 Grouse Drive—almost new construction offering the perfect blend of modern finishes, functional living space, and peaceful mountain surroundings. This beautifully updated split foyer home features 3 bedrooms, 2.5 bathrooms, and over 1,900 finished square feet situated on a spacious lot. Open-concept layout filled with natural light, fresh paint throughout, updated light fixtures, and upgraded faucets replacing standard builder-grade finishes. The kitchen offers granite countertops, upgraded cabinetry, and a functional layout that flows seamlessly into the dining and living areas—perfect for everyday living and entertaining. The spacious primary suite includes a private bath and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. The finished lower level offers additional living space ideal for a rec room, office, or media area along with a convenient half bath. Additional highlights include luxury vinyl plank flooring, a two-car garage, and a peaceful outdoor setting with room to relax and enjoy the surroundings. Located in Wilde Acres, residents enjoy access to a community lake, playground, picnic area, basketball and volleyball courts, scenic trails, and nearby waterfalls—all while being just a short drive to Winchester amenities.

527 Grouse Dr, Winchester
$625,000
3 Beds ⋅ 4 Baths ⋅ VAFV2042368 MLS
A private 5.06-acre retreat where classic Colonial charm meets modern comfort, just minutes from the best of Winchester and the Shenandoah Valley. Nestled on a beautifully maintained homesite in Frederick County, this charming Colonial offers the perfect combination of peaceful country living and convenient access to shopping, dining, recreation, and entertainment. From the moment you arrive, the welcoming covered front porch and picturesque setting create a sense of home. Inside, the thoughtfully designed floor plan features a spacious foyer, formal dining room, private office/den, and a comfortable family room anchored by a cozy gas fireplace. The main-level owner's suite provides a private retreat with a walk-in closet, dual-sink vanity, tile flooring, jetted garden tub, and separate shower. The kitchen is well-equipped with rich cherry cabinetry, a built-in oven, cooktop, built-in microwave, dishwasher, and refrigerator. A bright breakfast area with chair rail detailing provides the perfect spot for casual meals and morning coffee. Upstairs, you'll find two additional bedrooms, a full hall bath with a tub/shower combination, and a large storage closet offering valuable extra space. The finished lower level expands the living area with a spacious recreation room, a third full bath, and additional flexible space ideal for a home gym, hobby room, craft studio, or playroom. Walk-out stairs provide convenient access to the backyard. A large unfinished storage room adjacent to the mechanical area offers exceptional storage capacity, while the area beneath the primary suite is a crawl space. Outside, the property truly shines. The beautifully landscaped and meticulously maintained grounds create the feeling of your own private park. Gather around the fire pit on cool evenings, enjoy the convenience of a brand-new Amish-built shed, and appreciate the open space and natural beauty surrounding you. Fencing along one side of the property is shared with a neighboring property. Ideally located near the many amenities that make the Winchester area so desirable, you'll enjoy convenient access to golf at Rock Harbor Golf Course, canoeing or floating the Shenandoah River, the many community pools and recreation, local wineries and breweries, vibrant shopping and dining in historic downtown Winchester, live performances at Bright Box Theater, and numerous parks, trails, and outdoor recreation opportunities throughout the Shenandoah Valley. Minutes from I-81, Rt. 7, 50 and I-66! 1 hours from Dulles and BWI! 20 minutes to the MARC train! Less than 10 minutes to shopping, dining, coffee, nail and hair salons! Whether you're seeking room to spread out, space to entertain, or simply a peaceful place to call home, this exceptional property offers the best of both worlds—privacy, acreage, and convenience in one beautiful package. Schedule your showing today! Current Buyer has a Home to Sell, so there is a Kick Out Clause, you may still see the home and bring an offer.

160 Shirley Ct, Winchester
$899,990
4 Beds ⋅ 4 Baths ⋅ VAFV2042352 MLS
Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shopping, medical facilities and highway access, this property offers peaceful country living. Inside, you'll spacious one-level living with plenty of room to spread out. A large unfinished bonus space on the second floor provides endless possibilities for future expansion, storage, a home office, recreation or guest space. There is also unfinished space in the basement. Outside you will find an outdoor wood stove that is piped through the house, offering an efficient supplemental heating option. Car collectors, hobbyists, and those needing extra storage will love the attached 2.5 car garage, plus a separate detached 2-car garage, providing ample space for vehicles, equipment or a workshop. With over 7 acres of land, there's plenty of room for gardening, recreation, animals, or simply enjoying the scenic surroundings. This rare property combines acreage, versatility, and a prime location making it an exceptional place to call home.

300 Tavistock Dr, Winchester
$569,000
4 Beds ⋅ 3 Baths ⋅ VAWI2010874 MLS
Welcome to this stunning, custom-built Craftsman-style home that perfectly balances contemporary elegance with everyday functionality. Located in a prime, highly convenient Winchester location, this property immediately captivates with its striking curb appeal, highlighted by a large covered front porch and a classic architectural silhouette. Step inside to discover an immaculate interior bathed in natural light, showcasing high-end finishes, a classic neutral color palette, and durable LVP flooring that flows seamlessly throughout. Expertly crafted with an emphasis on comfort and flow, the designer-inspired living room is anchored by a cozy electric fireplace that creates a warm, inviting atmosphere for family, friends, and guests. This level also features a convenient half bath, an oversized mudroom housing the laundry facilities, and a clever under-the-stairs nook complete with a built-in dog gate for your four-legged family members. Serving as the true heart of the home, the sleek, gourmet kitchen effortlessly unfolds from the living area in a brilliant open-concept design perfect for entertaining. It comes fully equipped with premium stainless steel appliances, bright white cabinetry, a walk-in pantry, a stylish backsplash, and a large center island accented by elegant pendant lighting and breakfast bar seating. Host unforgettable dinners in the gorgeous formal dining room, which offers an ideal backdrop for gatherings and seamless access to the outdoor living space. For ultimate convenience, the main-level primary bedroom serves as a private retreat, complete with a spa-like ensuite bathroom outfitted with double sinks and a massive walk-in glass shower. Upstairs, the home continues to impress with three additional generous bedrooms and a sizable full bathroom. The exterior amenities are just as impressive as the interior, featuring a 1-car attached garage and a fully fenced-in backyard with a spacious patio, manicured lawn, and beautiful mountain views. This pristine, turnkey property offers a rare combination of custom craftsmanship, high-end style, and an unbeatable location.

2532 Middle Rd, Winchester